4-Nitrophenol → 1-[3-(4-Nitrophenoxy)propyl]piperidine

HRID 495449Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495449
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)([O-:13])=[O:12].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O.CCOC(C)=O>[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:2][CH2:3][CH2:4][N:5]2[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

Komponenten

7

Edukt 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 79625Piperidine, 1-(3-chloropropyl)-

Produkt 1

HCID 20579281-[3-(4-Nitrophenoxy)propyl]piperidine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In a three-neck flask with an overhead mechanical stirrer, a mixture of 1-(3-chloropropyl)-piperidine (49.8 g, 0.308 mol), 4-nitrophenol (42.8 g, 0.308 mol) and K2CO3 (212 g, 1.53 mol), in anhydrous DMF (200 mL) was heated to 94° C. and stirred for 18 h. The mixture was cooled to RT then diluted with 2 L water. The organics were taken up in EtOAc (2 L) and washed twice with 2N NaOH (500 mL) then brine (200 mL). The combined organics were dried over anhydrous MgSO4 then concentrated under reduced pressure to give 1-[3-(4-nitro-phenoxy)-propyl]-piperidine as a yellowish oil.

Aufarbeitung

  1. washwashed twice with 2N NaOH (500 mL)
  2. dry with materialThe combined organics were dried over anhydrous MgSO4
  3. concentrationthen concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4bd0f96b7d594befaebf83a55e4816a7
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06939874B2

Notizen zur Reaktion

Wird geladen…